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Treatment of Filariasis—Diethylcarbamazine and Its Congeners

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Abstract

Structural modifications of diethylcarbamazine (DEC), a drug of choice for treating different forms of human filariasis, are analyzed in order to delineate structure–activity relationships among various piperazine and nonpiperazine DEC analogues. The acyclic congeners of DEC do not possess any activity, probably because of their ability to exist in many conformations. On the other hand, many substituted piperazines display microfilaricidal activity, although they are less potent than DEC. A few rigid analogues of DEC have been found to possess promising antifilarial activity. This survey highlights the therapeutic potential of DEC against filariasis and trends in the design of better filaricidic drugs with DEC as a prototype molecule.

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REFERENCES

  1. F. Hawking. In R. J. Schnitzer and F. Hawking (eds.), Experimental Chemotherapy, Academic Press, New York, 1963, pp. 893–912.

    Google Scholar 

  2. G. W. Hunter, J. C. Swartzwelder, and D. F. Clyde (eds.). Tropical Medicine, W. B. Saunders, Philadelphia, 1976.

    Google Scholar 

  3. P. A. J. Janssen. Prog. Drug Res. 18:191–203 (1974).

    Google Scholar 

  4. R. I. Hewitt, S. Kushner, H. W. Stewart, E. White, W. S. Wallace, and Y. Subbarow. J. Lab. Clin. Med. 32:1314–1329 (1947).

    Google Scholar 

  5. World Health Organisation. W.H.O. Tech. Rep. Ser. No. 542. (1974).

  6. M. J. Miller. Prog. Drug Res. 20:433–464 (1976).

    Google Scholar 

  7. F. Hawking. Adv. Pharmacol. Chemother. 16:129–193 (1979).

    Google Scholar 

  8. B. S. Seo and K. Whang. Korean J. Parasol. 12:21–32 (1974).

    Google Scholar 

  9. A. B. Sen, R. Chandra, J. C. Katiyar, and S. Chandra. Indian J. Med. Res. 62:1181–1189 (1974).

    Google Scholar 

  10. B. O. L. Duke, In M. da Silva Coordin (ed.), International Symposium on Onchocerciasis, Pan American Health Organization Sci. Publ. No. 298, Washington, D.C., 1974, p. 46.

  11. O. O. Kale, J. Helminthol. 53:169–174 (1979).

    Google Scholar 

  12. K. Awadzi and H. M. Gilles. Ann. Trop. Med. Parasitol. 74:199–210 (1980).

    Google Scholar 

  13. I. Ben-Sira, E. Aviel, M. Lazar, T. W. Lieberman, and I. H. Leopard. Am. J. Ophthalmol. 70:741 (1970).

    Google Scholar 

  14. J. Anderson and H. Fuglsang. Trans. Roy. Soc. Trop. Med. Hyg. 67:710 (1973).

    Google Scholar 

  15. M. E. Langham, Z. D. Traube, and R. Richardson. Tropenmed. Parasit. 29:156–162 (1978).

    Google Scholar 

  16. J. Anderson, B. Jones, and H. Fuglsang. W.H.O. Onchocer. 77–137 (1977).

  17. C. F. Bartholomen, M. B. Nathan, and E. S. Tikasingh. Trans. Roy. Soc. Trop. Med. Hyg. 72:423 (1978).

    Google Scholar 

  18. H. Fuglsang and J. Anderson. Trans. Roy. Soc. Trop. Med. Hyg. 68:72 (1974).

    Google Scholar 

  19. C. G. B. Downie. J.R. Army Med. Corps. 112:46 (1966).

    Google Scholar 

  20. A. C. Bird, H. El-Sheikh, J. Anderson, and H. Fuglsang. Lancet 2:46 (1979).

    Google Scholar 

  21. R. P. Orange, M. D. Valeutin, and K. F. Austin. Proc. Soc. Exp. Biol. Med. 127:127–132 (1968).

    Google Scholar 

  22. J. C. Katiyar, P. Govila, A. B. Sen, and R. Chandra. Trans. Roy. Soc. Trop. Med. Hyg. 68:169–170 (1974).

    Google Scholar 

  23. F. Hawking. Pharmacol. Rev. 7:279–299 (1955).

    Google Scholar 

  24. H. O. Chlebowsky and E. Zielke. Tropenmed. Parasit. 31:339 (1980).

    Google Scholar 

  25. World Health Organization. W.H.O. Tech. Rep. Ser. No. 359 (1967).

  26. R. I. Hewitt, E. White, W. S. Wallace, H. W. Stewart, S. Kushner, and Y. Subbarow. J. Lab. Clin. Med. 32:1304–1313 (1947).

    Google Scholar 

  27. R. I. Hewitt, E. White, S. Kushner, W. S. Wallace, H. W. Stewart, and Y. Subbarow. Ann. N.Y. Acad. Sci. 50:128–140 (1948).

    Google Scholar 

  28. H. W. Stewart, R. J. Turner, J. J. Denton, S. Kushner, L. M. Brancone, W. L. McEwen, R. I. Hewitt, and Y. Subbarow. J. Org. Chem. 13:134–143 (1948).

    Google Scholar 

  29. S. Kushner, L. M. Brancone, R. I. Hewitt, W. L. McEwen, Y. Subbarow, H. W. Stewart, R. J. Turner, and J. J. Denton. J. Org. Chem. 13:144–153 (1948).

    Google Scholar 

  30. H. W. Stewart, N. Q. Quinones, E. G. Lee, and J. J. Denton. J. Org. Chem. 18:1478–1483 (1953).

    Google Scholar 

  31. H. W. Stewart. U.S. Pat. 2472496 (1949); Chem. Abstr. 43:6671 (1949).

    Google Scholar 

  32. U. P. Basu, A. N. Bose, B. K., Ghose, and B. B. Patra. Indian J. Chem. 2:38–39 (1964).

    Google Scholar 

  33. B. B. Patra, A. N. Bose, B. K. Ghose, and U. P. Basu. Indian J. Chem. 3:573–574 (1965).

    Google Scholar 

  34. S. Sharma, R. N. Iyer, N. Anand, R. K. Chatterjee, S. Chandra, A. Dutta, and A. B. Sen. Indian Pat. 141944 (1975); Chem. Abstr. 92:164002c (1980).

  35. V. K. Agrawal, S. Sharma, R. N. Iyer, R. K. Chatterjee, and A. B. Sen. Indian J. Chem. 19B:1084–1087 (1980).

    Google Scholar 

  36. V. K. Agrawal and S. Sharma. Indian J. Chem. 23B:650–654 (1984).

    Google Scholar 

  37. V. K. Agrawal and S. Sharma. Indian J. Chem. 23B:839–843 (1984).

    Google Scholar 

  38. R. Rastogi, S. Sharma, N. Anand, T. K. R. Chowdhury, T. K. Chowdhury, K. Tyagi, P. K. Murthy, R. K. Chatterjee, and A. B. Sen. Indian Pat. Appl. 320/Del/83 (1983).

  39. R. Rastogi, S. Sharma, N. Anand, N. Fatma, A. Dutta, R. K. Chatterjee, and A. B. Sen. J. Helminthol. 58:251–254 (1984).

    Google Scholar 

  40. S. Kushner and L. M. Brancone. Br. Pat. 666420 (1952); Chem. Abstr. 47:4922 (1953).

    Google Scholar 

  41. P. C. Das, B. B. Patra, S. B. Chaudhury, U. P. Basu, B. N. Kolay, and S. R. Maitra. J. Med. Chem. 14:890–891 (1971).

    Google Scholar 

  42. G. Laemmler, H. Herzog, and H. R. Schuetze. Bull. W.H.O. 44:757–763 (1971).

    Google Scholar 

  43. K. L. Howard, H. W. Stewart, E. A. Conroy, and J. J. Denton. J. Org. Chem. 18:1484–1488, 1489–1491 (1953).

    Google Scholar 

  44. B. K. Ghose and U. P. Basu. Indian J. Chem. 1:528–529 (1963).

    Google Scholar 

  45. E. F. Elslager, S. C. Perricone, and F. H. Tendick. J. Med. Chem. 12:965–969 (1969).

    Google Scholar 

  46. Farbwerke Hoechst AG. Fr. M. 6681 (1969); Chem. Abstr. 75:5898 (1971).

    Google Scholar 

  47. W. Raether and G. Laemmler. Ann. Trop. Med. Parasitol. 65:107–115 (1971).

    Google Scholar 

  48. G. Laemmler, H. Herzog, E. Saupe, and H. R. Schuetze. Bull. W.H.O. 44:751–756 (1971).

    Google Scholar 

  49. H. Loewe and J. Urbanietz. Arzneim-Forsch. 24:1927–1933 (1974).

    Google Scholar 

  50. M-1. Go, T-1. Ngian, and A. S. C. Wan. J. Med. Chem. 24:1471–1475 (1981).

    Google Scholar 

  51. P. Sewell and F. Hawking. Br. J. Pharmacol. 54:239–260 (1950).

    Google Scholar 

  52. J. Pecher and H. R. Martin. Bull. Soc. Chim. Belges. 66:545–564 (1957).

    Google Scholar 

  53. P. S. Wadia, T. C. Asthana, N. Anand, and M. L. Dhar. J. Sci. Ind. Res. 17B:11–23 (1958).

    Google Scholar 

  54. J. W. Reinertson and P. E. Thompson. Antibiot. Chemother. 5:566–570 (1955).

    Google Scholar 

  55. P. S. Wadia, N. Anand, and M. L. Dhar. J. Sci. Ind. Res. 17B:24–30 (1958).

    Google Scholar 

  56. P. Brookes, R. J. Terry, and J. Walker. J. Chem. Soc. Part III:3165–3172 (1957).

    Google Scholar 

  57. P. S. Wadia and N. Anand. J. Sci. Ind. Res. 17B:31–32 (1958).

    Google Scholar 

  58. R. Saxena, R. N. Iyer, N. Anand, R. K. Chatterjee, and A. B. Sen. J. Pharm. Pharmacol. 22:306–307 (1970).

    Google Scholar 

  59. R. Saxena, S. Sharma, R. N. Iyer, and N. Anand. J. Med. Chem. 14:929–931 (1971).

    Google Scholar 

  60. H. Singh, S. Sharma, R. N. Iyer, and N. Anand. Indian J. Chem. 14B:532–535 (1976).

    Google Scholar 

  61. N. Anand, A. B. Sen, R. K. Chatterjee, and S. Sharma. In N. Anand and A. B. Sen (eds.), Chemotherapy and Immunology in the Control of Malaria, Filariasis and Leishmaniasis, Tata McGraw-Hill, New Delhi, 1983, pp. 211–230.

    Google Scholar 

  62. V. P. Arya. Drugs Future 5:229–230 (1980).

    Google Scholar 

  63. S. Sharma, R. N. Iyer, and N. Anand. Indian J. Chem. 13:468–472 (1975).

    Google Scholar 

  64. H. Singh, S. Sharma, R. N. Iyer, and N. Anand. Indian J. Chem. 15B:70–74 (1977).

    Google Scholar 

  65. S. Sharma, R. Bindra, R. N. Iyer, and N. Anand. J. Med. Chem. 18:913–917 (1975).

    Google Scholar 

  66. P. A. Sturm, D. W. Henry, P. E. Thompson, J. B. Zeigler, and J. W. McCall. J. Med. Chem. 17:481–487 (1974).

    Google Scholar 

  67. P. A. Sturm, M. Cory, D. W. Henry, J. W. McCall, and J. B. Ziegler. J. Med. Chem. 20:1333–1337 (1977).

    Google Scholar 

  68. U. K. Shukla, J. M. Khanna, S. Sharma, N. Anand, R. K. Chatterjee, and A. B. Sen. Indian. J. Chem. 22B:664–668 (1983).

    Google Scholar 

  69. H. Singh, S. Sharma, R. N. Iyer, and N. Anand. Indian J. Chem. 14B:528–531 (1976).

    Google Scholar 

  70. S. K. Dubey, S. Sharma, R. N. Iyer, and N. Anand. Indian J. Chem. 20B:170–171 (1981).

    Google Scholar 

  71. P. A. Strum, M. Cory, D. W. Henry, J. W. McCall, and J. B. Ziegler. J. Med. Chem. 20:1327–1333 (1977).

    Google Scholar 

  72. P. Perry and S. Wolff. Nature (Lond.) 251:156–158 (1974).

    Google Scholar 

  73. W. Mueller and F. Gautier. Eur. J. Biochem. 54:385–394 (1975).

    Google Scholar 

  74. S. Pimpinelli, M. Gatti, and A. De Marco. Nature (Lond.) 256:335–337 (1975).

    Google Scholar 

  75. R. Dubey, S. Abuzar, S. Sharma, R. K. Chatterjee, and J. C. Katiyar. J. Med. Chem. 28:1748–1750 (1985).

    Google Scholar 

  76. G. Laemmler. Pest. Sci. 8:563–576 (1977).

    Google Scholar 

  77. V. K. Agrawal and S. Sharma. Med. Res. Rev. 5:333–369 (1985).

    Google Scholar 

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  1. Medicinal Chemistry Division, Central Drug Research Institute, Lucknow, 226001, India

    Satyavan Sharma

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Sharma, S. Treatment of Filariasis—Diethylcarbamazine and Its Congeners. Pharm Res 3, 75–80 (1986). https://doi.org/10.1023/A:1016385118265

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